UV and UV/Moisture Dual Curable Compositions With Improved Cure Through Volume

• US 20080096996A1
• Filed: 12/18/2007
• Published: 04/24/2008
• Est. Priority Date: 04/26/2002
• Status: Active Grant

• Current Assignee: Henkel IP & Holding GmbH (Henkel AG & Co KGaA)
• Original Assignee: Henkel Corporation (Henkel AG & Co KGaA)
• Inventors: Issari, Bahram
• Granted Patent: US 7,951,867 B2
• Time in Patent Office: Days
• US Class Current: 522/11
• CPC Class Codes: C08F 2/48 by ultraviolet or visible light
• CPC Class Codes: C08F 220/1811 C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate
• CPC Class Codes: C08F 220/301 and one oxygen in the alcohol moiety
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08K 5/541 containing oxygen
• CPC Class Codes: C09D 183/06 containing silicon bound to oxygen-containing groups C09D183/12 takes precedence

Abstract

The present invention is directed to silicone formulations which are capable of being rapidly cured to tough elastomeric materials through exposure to UV radiation, and optionally through exposure to moisture as well. The cured products demonstrate high resistance to flammability and combustibility.

Claims

1-39. -39. (canceled)

40. A UV radiation/moisture curable composition comprising:

a UV radiation/moisture curable resin component;

a filler component substantially transmissive to UV;

a photoinitiator component; and

a moisture cure catalyst.

41. The composition according to claim 40, wherein the curable resin component has a backbone based on silicone, urethene, polyalkylene, polyalkylene oxide, and combinations thereof, and pendant and/or terminating therefrom are UV reactive groups and moisture reactive groups.

42. The composition according to claim 40, wherein the curable resin component is a reactive silicone resin component comprising a reactive polyorganosiloxane having at least one functional group selected from the group consisting of (meth)acrylate, carboxylate, maleate, cinnamate and combinations thereof, and optionally, an alkoxy or aryloxy functional group.

43. The composition according to claim 42, wherein the reactive silicone resin is within the formula:

44. The composition according to claim 40, wherein the photoinitiator component is a member selected from the group consisting of benzoin and substituted benzoins, Michler'"'"'s ketone, benzophenone and substituted benzophenones, acetophenone and substituted acetophenones, xanthone and substitute d xanthones, and combinations thereof.

45. The composition according to claim 40, wherein the photoinitiator component is a member selected from the group consisting of 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino propan-1-one, Z-benzyl-2-N,N-dimethylamino-1-(4-morpholinophenyl)-1-butanone, benzophenone, 2,2-dimethoxy-2-phenyl acetophenone, bis(2,6-dimethoxybenzoyl-2,4,4-trimethyl pentyl) phosphine oxide, and 2-hydroxy-2-methyl-1-phenyl-propan-1-one, bis(2,4,6-trimethyl benzoyl)phenyl phosphine oxide, 2-hydroxy-2-methyl-1-phenyl-1-propane, 2,4,6-trimethylbenzoyldiphenyl oxide, visible light [blue] photoinitiators, dl-camphorquinone, his (⁵-2,4 cyclopentadien-1-yl)-bis [2,6-difluoro-3-(1H-pyrrol-1-yl)phenyl]titanium, and combinations thereof.

46. The composition according to claim 40, wherein the moisture cure catalyst is selected from the group consisting of compounds of titanium, tin, zirconium and combinations thereof.

47. Reaction products of the composition according to claim 40.

48. A method of improving the cure through volume of a UV radiation/moisture curable composition, steps of which comprise:

providing a UV radiation/moisture curable composition according to claim 40;

and

exposing the so formed filler-containing curable composition to UV radiation for a time sufficient to cure the composition, wherein the substantially UV radiation transmissive filler permits UV radiation to penetrate beneath the surface of the curable composition thereby improving the cure through volume of the component.

49. The composition according to claim 40, wherein the filler component is hollow.

50. The composition according to claim 40, further comprising a flame retardant.